Cheyenne Crossing vacation rentals

We found 726 vacation rentals — enter your dates for availability

Nestled in the heart of the picturesque Black Hills, Cheyenne Crossing invites you to experience a harmonious blend of rich history and breathtaking natural beauty. Explore fascinating historic mines and the vibrant local culture in nearby Deadwood, or embark on outdoor adventures in the stunning landscapes surrounding Lead and Savoy. With charming cabins and spacious homes offering all the comforts of home, your group can unwind and create unforgettable memories together in this welcoming community.

Holiday rentals with weekly discounts - Cheyenne Crossing

Showing deals for:Nov 13 - Nov 20

photo credit: Jeanne Bunkers
Warm and inviting
Welcome to Old No. 7 Place
Family room with 65" TV, home theater, video library
Exceptional
(227 reviews)

Magical Black Hills. Don't Stay in Just Any House. Stay in a True Log Home!

Lead

8% off
$550
$3,853 for 7 nights
All fees included
Magical Black Hills. Don't Stay in Just Any House. Stay in a True Log Home!
Dine in, dine out...plenty of room for everyone!
Cozy, warm, great gathering area
Master bedroom full of luxury. Access to patio and hot tub. Master bath attached
Explore, relax, dine, hot tub...what first?!
Exceptional
(190 reviews)

Beautiful Getaway! All paved roads, garage, Snowmobile, Terry Peak, Deadwood

Lead

8% off
$411
$2,875 for 7 nights
All fees included
Beautiful Getaway! All paved roads, garage, Snowmobile, Terry Peak, Deadwood
Closer view of front of cabin.
Front of cabin.
Great room.
Great room looking toward kitchen/stairs/bedrooms.
Exceptional
(147 reviews)

Beautiful cabin at Terry Peak, just 1/4 mile from the main lodge!

Lead

8% off
$346
$2,422 for 7 nights
All fees included
Beautiful cabin at Terry Peak, just 1/4 mile from the main lodge!
Private kitchen
Outdoor spa tub
Game room
Property grounds
Exceptional
(63 reviews)

Black Hills SD Deadwood, Privacy, Comfort & Convenience with Breathtaking Views

Lead

8% off
$364
$2,549 for 7 nights
All fees included
Black Hills SD Deadwood, Privacy, Comfort & Convenience with Breathtaking Views
Private kitchen
Entry
Beautiful Log Cabin
Loft sitting area
Exceptional
(61 reviews)

Black Hills Terry Peak Pine Cone Lodge- 5 Bedrooms

Lead

8% off
$456
$3,189 for 7 nights
All fees included
Black Hills Terry Peak Pine Cone Lodge- 5 Bedrooms
Interior
Living area
Exterior detail
Private kitchen
Exceptional
(5 reviews)

4KingEnsuite, Hot tub, HTD Garage, Pet Friendly, located in Powder House Pass

Lead

8% off
$745
$5,212 for 7 nights
All fees included
4KingEnsuite, Hot tub, HTD Garage, Pet Friendly, located in Powder House Pass
Main floor kitchen (fully stocked, kuerig coffee pot, stove, oven, mircrowave)
Main Floor Living Area, Gas Fireplace, TV, Deck Access
Dining with seating for 8, plus 2 stools at the kitchen island
Large wrap around deck with beautiful views.
Exceptional
(152 reviews)

Gold Claim Lodge is your home away from home on Terry Peak!

Lead

8% off
$277
$1,941 for 7 nights
All fees included
Gold Claim Lodge is your home away from home on Terry Peak!
View from the upstairs loft
Dining table (seats 10)close to the deck door where the grill and fire pit are
Kitchen with island that seats 5-6
Fire pit off of the living room
Exceptional
(53 reviews)

Kickback Shack Black Hills Michelson Trails, ATV & motorcycle trails, historical

Lead

8% off
$609
$4,263 for 7 nights
All fees included
Kickback Shack Black Hills Michelson Trails, ATV & motorcycle trails, historical
Kitchen
Front Side of Lodge during Winter
Loft
Hot Tub
Exceptional
(109 reviews)

Wishbone Lodge Near Deadwood and Terry Peak

Lead

8% off
$285
$1,992 for 7 nights
All fees included
Wishbone Lodge Near Deadwood and Terry Peak
Private kitchen
Exterior
Living area
Hot tub area/back patio.
Exceptional
(16 reviews)

Alpine Retreat

Lead

8% off
$355
$2,487 for 7 nights
All fees included
Alpine Retreat
Christmas Decor up from Thanksgiving to Presidents Day Weekend.
Front of house at night
Main living area
Hot tub deck patio area
Exceptional
(236 reviews)

DREAM CABIN IDEAL FOR FAMILIES OR LARGE GROUPS~ Game Room, Hot Tub, Near Trails!

Lead

8% off
$423
$2,961 for 7 nights
All fees included
DREAM CABIN IDEAL FOR FAMILIES OR LARGE GROUPS~ Game Room, Hot Tub, Near Trails!
Full kitchen with access to covered deck
additional seating in great room.
Exterior detail
Dining
Exceptional
(197 reviews)

Cozy Cabin located in the heart of the Black Hills, but close to Deadwood & Lead

Lead

8% off
$235
$1,647 for 7 nights
All fees included
Cozy Cabin located in the heart of the Black Hills, but close to Deadwood & Lead
Observation tower - Read a book and enjoy the view...
Protected spa with a view
Majestic location, 170’ of street frontage
Kitchen seating for 20
Exceptional
(160 reviews)

Ideal Location- Stunning Views, Close to Skiing & Deadwood, 4 King Suites

Lead

21% off
$610
$4,272 for 7 nights
All fees included
Ideal Location- Stunning Views, Close to Skiing & Deadwood, 4 King Suites
Cabin key lockbox on end of right bridge railing
Exterior
Kitchen area
Terrace/patio
Exceptional
(210 reviews)

COZY STREAM-SIDE CABIN CENTRALLY LOCATED IN THE NORTHERN BLACK HILLS

Lead

8% off
$228
$1,593 for 7 nights
All fees included
COZY STREAM-SIDE CABIN CENTRALLY LOCATED IN THE NORTHERN BLACK HILLS
Private kitchen
Property grounds
Exterior
Living area
Exceptional
(10 reviews)

Enjoy the Peaceful Black Hills and Ride the Rally!

Deadwood

9% off
$815
$5,708 for 7 nights
All fees included
Enjoy the Peaceful Black Hills and Ride the Rally!
Room
Interior
Interior
Interior
Exceptional
(51 reviews)

Deadwood Historic Brothel - 5 BR 4 BA in downtown Deadwood - Sleeps 12 - parking

Deadwood

9% off
$1,123
$7,858 for 7 nights
All fees included
Deadwood Historic Brothel - 5 BR 4 BA in downtown Deadwood - Sleeps 12 - parking
Interior
Terrace/patio
Covered offstreet parking bay/garage
Living area
Exceptional
(18 reviews)

Covered parking/3 bedrooms, sitting room, restroom w/laundry, full kitchen, deck

Lead

14% off
$198
$1,387 for 7 nights
All fees included
Covered parking/3 bedrooms, sitting room, restroom w/laundry, full kitchen, deck
Private kitchen
Interior
Exterior
Interior
Exceptional
(92 reviews)

Home away from Home , just minutes from Deadwood.

Deadwood

8% off
$528
$3,693 for 7 nights
All fees included
Home away from Home , just minutes from Deadwood.
Private kitchen
Interior
Property grounds
Room
Exceptional
(9 reviews)

2 bedroom/2 bath condo with full kitchen in the heart of the Black Hills.

Lead

8% off
$130
$912 for 7 nights
All fees included
2 bedroom/2 bath condo with full kitchen in the heart of the Black Hills.
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Find out more about Cheyenne Crossing

Why visit Cheyenne Crossing

  • Outdoor adventures: Cheyenne Crossing is perfect for skiing, hiking, and exploring scenic canyons in the beautiful Black Hills.
  • Rich cultural experiences: Discover local history at the visitor center and historic mine, immersing yourself in the area's heritage.
  • Charming accommodations: Enjoy a variety of vacation rentals, from cozy cabins to spacious homes, tailored for every traveler.
  • Family-friendly atmosphere: The welcoming community and diverse activities make it an ideal destination for families and groups.
  • Stunning landscapes: Experience breathtaking views and natural beauty that provide a romantic backdrop for unforgettable memories.

Popular types of accommodation in Cheyenne Crossing

At Cheyenne Crossing, Vrbo offers a variety of vacation rentals to suit your needs, including cozy wickiup cabins, spacious houses, and modern condos. Whether you're searching for the best cabins or a charming bedroom cabin, our selection of Cheyenne Crossing cabin rentals ensures you'll find the perfect spot for your getaway. Explore our vacation cabin options and start planning your unforgettable experience today.

  • Cabins: A favorite among travelers, cabins offer a cozy escape immersed in nature, perfect for a rustic getaway.
  • Houses: Ideal for families or groups, these homes provide spacious, comfortable accommodations for a relaxing stay.
  • Condos: These modern options combine convenience and comfort, making them a popular choice for those seeking a home-like experience.
  • Apartment: A practical choice for travelers, apartments offer the flexibility of self-catering while being close to local attractions.
  • Cottages: Charming and quaint, cottages provide a delightful setting for a peaceful and intimate retreat.**

Top attractions near Cheyenne Crossing

Cheyenne Crossing, South Dakota, is an ideal destination for adventure and outdoor enthusiasts, offering ski vacations and rich cultural experiences. Visitors can explore local attractions such as the visitor center, ski resort, and historic mine. This charming area caters to travelers seeking adventure, outdoor activities, and a taste of local history, making it a perfect spot for families, groups, or solo adventurers looking to immerse themselves in the beauty of the Black Hills.

  • Terry Peak Ski Area: Located 3 miles from Cheyenne Crossing, this ski resort offers thrilling winter sports and breathtaking views. With a variety of slopes for all skill levels, it's perfect for skiing, snowboarding, and snowshoeing amidst the serene Black Hills landscape.
  • Deadwood Welcome Center: Situated 9 miles away, this visitor center is a hub for adventure and family-friendly activities. Explore local history, enjoy outdoor recreation, and access information about the vibrant town of Deadwood.
  • Homestake Gold Mine: Just 7 miles from Cheyenne Crossing, this historic mine provides a glimpse into the region's gold rush past. Discover the rich cultural heritage and learn about mining history through fascinating tours and exhibits.

Things to do recommended for couples

For a romantic getaway in Cheyenne Crossing, embrace the thrill of the slopes at Terry Peak Ski Area, only 3 miles away, or enjoy the sporty atmosphere at Deer Mountain Ski Area, just 2 miles away. Both offer adventure and breathtaking scenery for couples to create unforgettable memories.

Things to do recommended for families

Families will love the scenic beauty of Cheyenne Crossing, exploring the nearby Black Hills National Forest for hiking and picnicking, or visiting the historic Cheyenne Crossing General Store. Don’t miss the chance to see local wildlife and enjoy outdoor activities like fishing and horseback riding.

Things to do recommended for groups

In Cheyenne Crossing, groups can hike the scenic George S. Mickelson Trail for outdoor adventure, or enjoy a cultural evening at the Historic Homestake Opera House or the Living Map Theater, both offering great family entertainment just a short drive away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Cheyenne Crossing

When planning your trip—whether you're traveling with a group, as a family, with pets, or seeking extended stays—be sure to prioritize your preferences in the search filters. Here are some helpful booking tips for Vrbo.

  • Traveling to Cheyenne Crossing with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Cheyenne Crossing with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Cheyenne Crossing: For many families, a trip just isn't the same without their furry companion. If you can relate, take a look at Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that your whole crew feels comfortable and at home.
  • Planning for a long term stay visiting Cheyenne Crossing: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Cheyenne Crossing

Cheyenne Crossing offers an unforgettable vacation experience, perfect for adventure seekers and outdoor enthusiasts. Nestled in a picturesque location, it's an ideal family getaway where you can explore scenic canyons and enjoy the welcoming atmosphere of friendly locals. With a blend of history and relaxation, this charming village provides a romantic backdrop for unforgettable memories. Discover the amazing landscapes and outdoor activities that make Cheyenne Crossing a must-visit destination for your next trip.

  • Deadwood: Located 9 miles from Cheyenne Crossing, Deadwood is a historic city that draws travelers with its blend of adventure and outdoor experiences. Known for its rich mining history, this lively destination offers stunning scenery and a chance to explore recreational areas. Visitors can enjoy skiing at nearby ski fields, making it a year-round playground. Key attractions include the Deadwood Historic District, which features symbolic landmarks and access to the breathtaking Black Hills National Forest and state parks, providing a glimpse into the area's unique past and natural beauty.
  • Lead: Cheyenne Crossing is situated in Lead, a city renowned for its outdoor adventure and skiing opportunities. As a hub for winter sports enthusiasts, Lead features several ski resorts and ski fields suitable for all skill levels. The city is surrounded by magnificent landscapes, including the nearby national parks and forests that offer hiking, biking, and wildlife watching. The historic Homestake Mine, once the largest gold mine in the Western Hemisphere, adds a touch of historical intrigue, making Lead a perfect spot for thrill-seekers and history buffs alike.
  • Spearfish: Located 13 miles from Cheyenne Crossing, Spearfish is a scenic city that captivates visitors with its stunning natural surroundings. Known for its adventurous spirit, Spearfish offers a variety of outdoor activities, including skiing at local resorts and exploring the picturesque Spearfish Canyon. The area is also home to national parks and forests, ideal for hiking and camping enthusiasts. With its vibrant downtown, charming shops, and local eateries, Spearfish provides a delightful blend of outdoor adventure and small-town hospitality.

Best time to go to Cheyenne Crossing

If you're planning a trip to Cheyenne Crossing, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January, April and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.8°F (-4.0°C)No Rain (Dry)Mostly SunnyLowSlightly High
February22.5°F (-5.3°C)No Rain (Dry)Mostly SunnyAverageAverage
March33.1°F (0.6°C)No Rain (Dry)Mostly SunnyAverageAverage
April38.8°F (3.8°C)Light RainMostly SunnyLowSlightly Low
May50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
June62.2°F (16.8°C)Light RainMostly SunnyHighAverage
July69.6°F (20.9°C)Light RainMostly SunnyHighAverage
August67.8°F (19.9°C)Light RainSunnyHighSlightly High
September60.4°F (15.8°C)Light RainSunnyAverageSlightly Low
October44.2°F (6.8°C)Light RainMostly SunnyAverageSlightly Low
November34.3°F (1.3°C)No Rain (Dry)Mostly SunnyLowAverage
December24.6°F (-4.1°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make sure to utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your travel seamlessly. You can create new trips, manage your ongoing plans, or easily review and organize your bookings all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Cheyenne Crossing getaway

The parks and surrounding scenery provide a peaceful ambiance to your vacation home in Cheyenne Crossing. There's no shortage of things to see and do in the area.If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Cheyenne Crossing

Do you want to find top things to see and do in the area? Venture out of your vacation home and check out everything that makes Cheyenne Crossing a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Terry Peak Ski Area (2.8 mi / 4.5 km)
  • Homestake Gold Mine (6.5 mi / 10.5 km)
  • Deer Mountain Ski Area (2.2 mi / 3.6 km)

Exploring the natural landscape of Cheyenne Crossing

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Cheyenne Crossing is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • George S. Mickelson Trail (4.3 mi / 6.9 km)
  • Spearfish Canyon Nature Area (4.7 mi / 7.5 km)
  • Mount Moriah Cemetery (9.1 mi / 14.6 km)
  • Black Hills National Forest (20.1 mi / 32.4 km)
  • Spearfish Dog Park (13.3 mi / 21.4 km)
  • Crow Peak (12.8 mi / 20.7 km)

Transportation to and around Cheyenne Crossing

The nearest airport is in Rapid City Regional Airport (RAP), located 44.1 mi (71 km) from the city center.

Frequently asked questions

What is the best area to stay in Cheyenne Crossing, South Dakota, United States of America when booking a vacation rental?
When considering a vacation rental in Cheyenne Crossing, South Dakota, a popular area to stay is near the scenic Spearfish Canyon. This picturesque neighborhood offers stunning views and a wealth of outdoor activities, making it a favorite for nature enthusiasts. In addition to the breathtaking landscapes, visitors can enjoy attractions like the Spearfish Canyon Scenic Byway, which is great for a leisurely drive or a day of hiking. The area is also close to the historic town of Deadwood, known for its rich Wild West history and vibrant entertainment scene.While there are a variety of properties available in this region, from cozy cabins to spacious lodges, the charm of Cheyenne Crossing truly lies in its easy access to both natural beauty and cultural experiences.
How much does it cost to rent a vacation home in Cheyenne Crossing?
Prices for vacation rentals in Cheyenne Crossing vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cheyenne Crossing to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cheyenne Crossing vacation house rentals?
You can find great discounts on house rentals in Cheyenne Crossing on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Cheyenne Crossing?
A long-stay vacation rental in Cheyenne Crossing is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Cheyenne Crossing vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Cheyenne Crossing with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Cheyenne Crossing vacation rental?
Book your Cheyenne Crossing vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cheyenne Crossing, South Dakota, United States of America?
In Cheyenne Crossing, South Dakota, visitors can enjoy a range of attractions that highlight the area's natural beauty and historical significance. The nearby Black Hills National Forest offers numerous outdoor activities, including hiking, mountain biking, and wildlife viewing, making it a great spot for nature enthusiasts. The scenic Spearfish Canyon is also close by, renowned for its breathtaking views, waterfalls, and vibrant fall foliage, ideal for leisurely drives or picnics.Attractions like the historic Cheyenne Crossing Trading Post provide a glimpse into the area's rich history and culture, where visitors can learn about the local heritage and perhaps pick up unique souvenirs. Additionally, the area serves as a gateway to the famous Mount Rushmore National Memorial, located just a short drive away, where travelers can marvel at the iconic monument and explore the surrounding park facilities.For those interested in local wildlife, the nearby Bear Butte State Park offers hiking trails and opportunities for birdwatching, along with stunning views of the sacred Bear Butte Mountain.
Can I change or cancel my Cheyenne Crossing home rental booking on Vrbo?
To find Cheyenne Crossing vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cheyenne Crossing vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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